Issue 23, 2019

Transition metal-free aerobic oxidative cleavage of the C–N bonds of α-amino esters

Abstract

An efficient transition metal-free cleavage of the C–N bonds of α-amino esters under mild conditions has been developed. The reaction was performed in the presence of KOtBu and molecular oxygen. Mechanistic studies reveal that the reaction proceeds through a base-mediated aerobic oxidative cleavage pathway involving the formation of a hydroperoxide intermediate.

Graphical abstract: Transition metal-free aerobic oxidative cleavage of the C–N bonds of α-amino esters

Supplementary files

Article information

Article type
Research Article
Submitted
21 Aug 2019
Accepted
10 Oct 2019
First published
12 Oct 2019

Org. Chem. Front., 2019,6, 3854-3858

Transition metal-free aerobic oxidative cleavage of the C–N bonds of α-amino esters

S. Tan, F. Li, S. Park and S. Kim, Org. Chem. Front., 2019, 6, 3854 DOI: 10.1039/C9QO01033E

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